Acetic Anhydride → HCID 86722248, compound

HRID 869403Notes

Reaction equation

HRID 869403 reaction equation
[Br:1][C:2]1[C:10]([OH:11])=[CH:9][CH:8]=[C:7]([OH:12])[C:3]=1[CH:4]=[N:5]O.[C:13]([O-:16])(=O)[CH3:14].[Na+].[CH3:18][C:19](OC(C)=O)=[O:20]>>[Br:1][C:2]1[C:3]([C:4]#[N:5])=[C:7]([O:12][C:19]([CH3:18])=[O:20])[CH:8]=[CH:9][C:10]=1[O:11][C:13]([CH3:14])=[O:16]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 136348391HCID 136348391, compound

Product 1

HCID 86722248HCID 86722248, compoundYield 69.1%

Procedure

A mixture of 12B (45 g, 0.193 mol) and sodium acetate (3 g) in Ac2O (200 mL) was heated to reflux overnight. The reaction mixture was evaporated under reduced pressure to remove Ac2O. The residue was poured into water and stirred for 1 hour. The precipitated solids were collected by filtration and dried to give 12C (40 g, 69.1% yield).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customThe reaction mixture was evaporated under reduced pressure
  4. customto remove Ac2O
  5. additionThe residue was poured into water
  6. filtrationThe precipitated solids were collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-4690db8eb6fb4922a5ce28c8b3ae7e17
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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